diff --git a/pkg/config/oracle_config.go b/pkg/config/oracle_config.go
index 62665896f..fb0add9db 100644
--- a/pkg/config/oracle_config.go
+++ b/pkg/config/oracle_config.go
@@ -7,6 +7,8 @@ type OracleConfiguration struct {
 	Enabled               bool          `yaml:"Enabled"`
 	AllowPrivateHost      bool          `yaml:"AllowPrivateHost"`
 	Nodes                 []string      `yaml:"Nodes"`
+	MaxTaskTimeout        time.Duration `yaml:"MaxTaskTimeout"`
+	RefreshInterval       time.Duration `yaml:"RefreshInterval"`
 	MaxConcurrentRequests int           `yaml:"MaxConcurrentRequests"`
 	RequestTimeout        time.Duration `yaml:"RequestTimeout"`
 	ResponseTimeout       time.Duration `yaml:"ResponseTimeout"`
diff --git a/pkg/core/oracle_test.go b/pkg/core/oracle_test.go
index a852fa899..7ae711a13 100644
--- a/pkg/core/oracle_test.go
+++ b/pkg/core/oracle_test.go
@@ -33,6 +33,7 @@ func getOracleConfig(t *testing.T, bc *Blockchain, w, pass string) oracle.Config
 		Log:     zaptest.NewLogger(t),
 		Network: netmode.UnitTestNet,
 		MainCfg: config.OracleConfiguration{
+			RefreshInterval: time.Second,
 			UnlockWallet: config.Wallet{
 				Path:     path.Join(oracleModulePath, w),
 				Password: pass,
diff --git a/pkg/services/oracle/oracle.go b/pkg/services/oracle/oracle.go
index 1bf33022c..3df90edc3 100644
--- a/pkg/services/oracle/oracle.go
+++ b/pkg/services/oracle/oracle.go
@@ -40,6 +40,8 @@ type (
 		// respMtx protects responses map.
 		respMtx   sync.RWMutex
 		responses map[uint64]*incompleteTx
+		// removed contains ids of requests which won't be processed further due to expiration.
+		removed map[uint64]bool
 
 		wallet *wallet.Wallet
 	}
@@ -82,6 +84,12 @@ type (
 const (
 	// defaultRequestTimeout is default request timeout.
 	defaultRequestTimeout = time.Second * 5
+
+	// defaultMaxTaskTimeout is default timeout for the request to be dropped if it can't be processed.
+	defaultMaxTaskTimeout = time.Hour
+
+	// defaultRefreshInterval is default timeout for the failed request to be reprocessed.
+	defaultRefreshInterval = time.Minute * 3
 )
 
 // NewOracle returns new oracle instance.
@@ -92,6 +100,7 @@ func NewOracle(cfg Config) (*Oracle, error) {
 		close:      make(chan struct{}),
 		requestMap: make(chan map[uint64]*state.OracleRequest, 1),
 		responses:  make(map[uint64]*incompleteTx),
+		removed:    make(map[uint64]bool),
 	}
 	if o.MainCfg.RequestTimeout == 0 {
 		o.MainCfg.RequestTimeout = defaultRequestTimeout
@@ -100,6 +109,12 @@ func NewOracle(cfg Config) (*Oracle, error) {
 		o.MainCfg.MaxConcurrentRequests = defaultMaxConcurrentRequests
 	}
 	o.requestCh = make(chan request, o.MainCfg.MaxConcurrentRequests)
+	if o.MainCfg.MaxTaskTimeout == 0 {
+		o.MainCfg.MaxTaskTimeout = defaultMaxTaskTimeout
+	}
+	if o.MainCfg.RefreshInterval == 0 {
+		o.MainCfg.RefreshInterval = defaultRefreshInterval
+	}
 
 	var err error
 	w := cfg.MainCfg.UnlockWallet
@@ -147,10 +162,35 @@ func (o *Oracle) Run() {
 	for i := 0; i < o.MainCfg.MaxConcurrentRequests; i++ {
 		go o.runRequestWorker()
 	}
+
+	tick := time.NewTicker(o.MainCfg.RefreshInterval)
 	for {
 		select {
 		case <-o.close:
+			tick.Stop()
 			return
+		case <-tick.C:
+			var reprocess []uint64
+			o.respMtx.RLock()
+			o.removed = make(map[uint64]bool)
+			for id, incTx := range o.responses {
+				incTx.RLock()
+				since := time.Since(incTx.time)
+				if since > o.MainCfg.MaxTaskTimeout {
+					o.removed[id] = true
+				} else if since > o.MainCfg.RefreshInterval {
+					reprocess = append(reprocess, id)
+				}
+				incTx.RUnlock()
+			}
+			for id := range o.removed {
+				delete(o.responses, id)
+			}
+			o.respMtx.Unlock()
+
+			for _, id := range reprocess {
+				o.requestCh <- request{ID: id}
+			}
 		case reqs := <-o.requestMap:
 			for id, req := range reqs {
 				o.requestCh <- request{
diff --git a/pkg/services/oracle/request.go b/pkg/services/oracle/request.go
index 3a4f7d5db..4210c35bc 100644
--- a/pkg/services/oracle/request.go
+++ b/pkg/services/oracle/request.go
@@ -4,6 +4,7 @@ import (
 	"errors"
 	"net/http"
 	"net/url"
+	"time"
 
 	"github.com/nspcc-dev/neo-go/pkg/core/state"
 	"github.com/nspcc-dev/neo-go/pkg/core/storage"
@@ -29,7 +30,7 @@ func (o *Oracle) runRequestWorker() {
 			if acc == nil {
 				continue
 			}
-			err := o.processRequest(acc.PrivateKey(), req.ID, req.Req)
+			err := o.processRequest(acc.PrivateKey(), req)
 			if err != nil {
 				o.Log.Debug("can't process request", zap.Uint64("id", req.ID), zap.Error(err))
 			}
@@ -75,23 +76,32 @@ func (o *Oracle) ProcessRequestsInternal(reqs map[uint64]*state.OracleRequest) {
 	}
 
 	// Process actual requests.
-	for id := range reqs {
-		if err := o.processRequest(acc.PrivateKey(), id, reqs[id]); err != nil {
+	for id, req := range reqs {
+		if err := o.processRequest(acc.PrivateKey(), request{ID: id, Req: req}); err != nil {
 			o.Log.Debug("can't process request", zap.Error(err))
 		}
 	}
 }
 
-func (o *Oracle) processRequest(priv *keys.PrivateKey, id uint64, req *state.OracleRequest) error {
-	resp := &transaction.OracleResponse{ID: id}
-	u, err := url.ParseRequestURI(req.URL)
+func (o *Oracle) processRequest(priv *keys.PrivateKey, req request) error {
+	if req.Req == nil {
+		o.processFailedRequest(priv, req)
+		return nil
+	}
+
+	incTx := o.getResponse(req.ID, true)
+	if incTx == nil {
+		return nil
+	}
+	resp := &transaction.OracleResponse{ID: req.ID}
+	u, err := url.ParseRequestURI(req.Req.URL)
 	if err == nil && !o.MainCfg.AllowPrivateHost {
 		err = o.URIValidator(u)
 	}
 	if err != nil {
 		resp.Code = transaction.Forbidden
 	} else if u.Scheme == "http" {
-		r, err := o.Client.Get(req.URL)
+		r, err := o.Client.Get(req.Req.URL)
 		switch {
 		case err != nil:
 			resp.Code = transaction.Error
@@ -119,7 +129,7 @@ func (o *Oracle) processRequest(priv *keys.PrivateKey, id uint64, req *state.Ora
 	}
 
 	currentHeight := o.Chain.BlockHeight()
-	_, h, err := o.Chain.GetTransaction(req.OriginalTxID)
+	_, h, err := o.Chain.GetTransaction(req.Req.OriginalTxID)
 	if err != nil {
 		if !errors.Is(err, storage.ErrKeyNotFound) {
 			return err
@@ -127,20 +137,20 @@ func (o *Oracle) processRequest(priv *keys.PrivateKey, id uint64, req *state.Ora
 		// The only reason tx can be not found is if it wasn't yet persisted from DAO.
 		h = currentHeight
 	}
-	tx, err := o.CreateResponseTx(int64(req.GasForResponse), h, resp)
+	tx, err := o.CreateResponseTx(int64(req.Req.GasForResponse), h, resp)
 	if err != nil {
 		return err
 	}
-	backupTx, err := o.CreateResponseTx(int64(req.GasForResponse), h, &transaction.OracleResponse{
-		ID:   id,
+	backupTx, err := o.CreateResponseTx(int64(req.Req.GasForResponse), h, &transaction.OracleResponse{
+		ID:   req.ID,
 		Code: transaction.ConsensusUnreachable,
 	})
 	if err != nil {
 		return err
 	}
 
-	incTx := o.getResponse(id)
 	incTx.Lock()
+	incTx.request = req.Req
 	incTx.tx = tx
 	incTx.backupTx = backupTx
 	incTx.reverifyTx()
@@ -151,11 +161,13 @@ func (o *Oracle) processRequest(priv *keys.PrivateKey, id uint64, req *state.Ora
 	backupSig := priv.Sign(backupTx.GetSignedPart())
 	incTx.addResponse(priv.PublicKey(), backupSig, true)
 
-	readyTx, ready := incTx.finalize(o.getOracleNodes())
+	readyTx, ready := incTx.finalize(o.getOracleNodes(), false)
 	if ready {
 		ready = !incTx.isSent
 		incTx.isSent = true
 	}
+	incTx.time = time.Now()
+	incTx.attempts++
 	incTx.Unlock()
 
 	o.getBroadcaster().SendResponse(priv, resp, txSig)
@@ -164,3 +176,33 @@ func (o *Oracle) processRequest(priv *keys.PrivateKey, id uint64, req *state.Ora
 	}
 	return nil
 }
+
+func (o *Oracle) processFailedRequest(priv *keys.PrivateKey, req request) {
+	// Request is being processed again.
+	incTx := o.getResponse(req.ID, false)
+	if incTx == nil {
+		// Request was processed by other oracle nodes.
+		return
+	} else if incTx.isSent {
+		// Tx was sent but not yet persisted. Try to pool it again.
+		o.getOnTransaction()(incTx.tx)
+		return
+	}
+
+	// Don't process request again, fallback to backup tx.
+	incTx.Lock()
+	readyTx, ready := incTx.finalize(o.getOracleNodes(), true)
+	if ready {
+		ready = !incTx.isSent
+		incTx.isSent = true
+	}
+	incTx.time = time.Now()
+	incTx.attempts++
+	txSig := incTx.backupSigs[string(priv.PublicKey().Bytes())].sig
+	incTx.Unlock()
+
+	o.getBroadcaster().SendResponse(priv, getFailedResponse(req.ID), txSig)
+	if ready {
+		o.getOnTransaction()(readyTx)
+	}
+}
diff --git a/pkg/services/oracle/response.go b/pkg/services/oracle/response.go
index 29c7da858..3991b0aef 100644
--- a/pkg/services/oracle/response.go
+++ b/pkg/services/oracle/response.go
@@ -17,11 +17,11 @@ import (
 	"go.uber.org/zap"
 )
 
-func (o *Oracle) getResponse(reqID uint64) *incompleteTx {
+func (o *Oracle) getResponse(reqID uint64, create bool) *incompleteTx {
 	o.respMtx.Lock()
 	defer o.respMtx.Unlock()
 	incTx, ok := o.responses[reqID]
-	if !ok {
+	if !ok && create && !o.removed[reqID] {
 		incTx = newIncompleteTx()
 		o.responses[reqID] = incTx
 	}
@@ -31,7 +31,10 @@ func (o *Oracle) getResponse(reqID uint64) *incompleteTx {
 // AddResponse processes oracle response from node pub.
 // sig is response transaction signature.
 func (o *Oracle) AddResponse(pub *keys.PublicKey, reqID uint64, txSig []byte) {
-	incTx := o.getResponse(reqID)
+	incTx := o.getResponse(reqID, true)
+	if incTx == nil {
+		return
+	}
 
 	incTx.Lock()
 	isBackup := false
@@ -49,7 +52,7 @@ func (o *Oracle) AddResponse(pub *keys.PublicKey, reqID uint64, txSig []byte) {
 		}
 	}
 	incTx.addResponse(pub, txSig, isBackup)
-	readyTx, ready := incTx.finalize(o.getOracleNodes())
+	readyTx, ready := incTx.finalize(o.getOracleNodes(), false)
 	if ready {
 		ready = !incTx.isSent
 		incTx.isSent = true
@@ -151,3 +154,10 @@ func isVerifyOk(v *vm.VM) bool {
 	ok, err := v.Estack().Pop().Item().TryBool()
 	return err == nil && ok
 }
+
+func getFailedResponse(id uint64) *transaction.OracleResponse {
+	return &transaction.OracleResponse{
+		ID:   id,
+		Code: transaction.Error,
+	}
+}
diff --git a/pkg/services/oracle/transaction.go b/pkg/services/oracle/transaction.go
index 38aa30ea3..7a803c83e 100644
--- a/pkg/services/oracle/transaction.go
+++ b/pkg/services/oracle/transaction.go
@@ -2,7 +2,9 @@ package oracle
 
 import (
 	"sync"
+	"time"
 
+	"github.com/nspcc-dev/neo-go/pkg/core/state"
 	"github.com/nspcc-dev/neo-go/pkg/core/transaction"
 	"github.com/nspcc-dev/neo-go/pkg/crypto/keys"
 	"github.com/nspcc-dev/neo-go/pkg/io"
@@ -15,6 +17,12 @@ type (
 		sync.RWMutex
 		// isSent is true tx was already broadcasted.
 		isSent bool
+		// attempts is how many times request was processed.
+		attempts int
+		// time is the time when request was last processed.
+		time time.Time
+		// request is oracle request.
+		request *state.OracleRequest
 		// tx is oracle response transaction.
 		tx *transaction.Transaction
 		// sigs contains signature from every oracle node.
@@ -74,8 +82,8 @@ func (t *incompleteTx) addResponse(pub *keys.PublicKey, sig []byte, isBackup boo
 
 // finalize checks is either main or backup tx has sufficient number of signatures and returns
 // tx and bool value indicating if it is ready to be broadcasted.
-func (t *incompleteTx) finalize(oracleNodes keys.PublicKeys) (*transaction.Transaction, bool) {
-	if finalizeTx(oracleNodes, t.tx, t.sigs) {
+func (t *incompleteTx) finalize(oracleNodes keys.PublicKeys, backupOnly bool) (*transaction.Transaction, bool) {
+	if !backupOnly && finalizeTx(oracleNodes, t.tx, t.sigs) {
 		return t.tx, true
 	}
 	return t.backupTx, finalizeTx(oracleNodes, t.backupTx, t.backupSigs)
@@ -107,3 +115,15 @@ func finalizeTx(oracleNodes keys.PublicKeys, tx *transaction.Transaction, txSigs
 	tx.Scripts[1].InvocationScript = w.Bytes()
 	return true
 }
+
+func (t *incompleteTx) getRequest() *state.OracleRequest {
+	t.RLock()
+	defer t.RUnlock()
+	return t.request
+}
+
+func (t *incompleteTx) getTime() time.Time {
+	t.RLock()
+	defer t.RUnlock()
+	return t.time
+}